US3336268A - Bridged polypropylene - Google Patents

Bridged polypropylene Download PDF

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Publication number
US3336268A
US3336268A US316002A US31600263A US3336268A US 3336268 A US3336268 A US 3336268A US 316002 A US316002 A US 316002A US 31600263 A US31600263 A US 31600263A US 3336268 A US3336268 A US 3336268A
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Prior art keywords
polypropylene
sulfonazide
polymer
bridged
examples
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Expired - Lifetime
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US316002A
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English (en)
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William W Cox
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Hercules LLC
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Hercules LLC
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Application filed by Hercules LLC filed Critical Hercules LLC
Priority to US316002A priority Critical patent/US3336268A/en
Priority to GB41421/64A priority patent/GB1068057A/en
Priority to FR45205A priority patent/FR1415904A/fr
Priority to SE12300/64A priority patent/SE324237B/xx
Priority to BE654332A priority patent/BE654332A/xx
Priority to ES304882A priority patent/ES304882A1/es
Priority to DE19641570732 priority patent/DE1570732A1/de
Priority to AT874164A priority patent/AT262598B/de
Priority to CH1331764A priority patent/CH432849A/fr
Priority to NL6411938A priority patent/NL6411938A/xx
Application granted granted Critical
Publication of US3336268A publication Critical patent/US3336268A/en
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41—Compounds containing sulfur bound to oxygen
    • C08K5/42—Sulfonic acids; Derivatives thereof

Definitions

  • This invention relates to bridged polypropylene and bridged polypropylene-elastomer alloys of improved properties. More specifically, this invention relates to polypropylene and polypropylene-elastomer alloys bridge with sulfonamide groups.
  • polypylene polymers bridge with sulfonamide groups can be prepared which are completely soluble in the usual polypropylene solvents but have greater hardness, strength and stifiness, higher density and lower permeability to gases and liquids. These bridged polymers extrude smoothly with reduced sag and can be thermoformed into a variety of useful articles.
  • this invention relates to a solid, thermoplastic propylene polymer containing from about 0.1 to about 0.8 mole equivalent per mole of polypropylene of sulfonamide bridges having the structure where P is polypropylene and Z is an organic radical free of hindering groups.
  • the expression free of hindering groups means that Z does not contain a group which will interfere with the bridging reaction.
  • Z may contain one or more free sulfonazide groups, which are not hindering groups.
  • the bridged propylene polymer of this invention is completely soluble in perchlorethylene at a temperature of 110 C. and can be extruded smoothly and thermoformed at temperatures only slightly higher than the unbridged polymer.
  • the unique bridged propylene polymers of this invention begin to crystallize at a higher temperature and crystallization is complete in one-tenth the time required to crystallize unbridged polypropylene.
  • the resulting crystallized bridged polymer contains a considerably larger number of spherulites of less than one-tenth the size of those found in unbridged polypropylene and exhibits an improved clarity.
  • Any stereoregular propylene ploymer including allloys of stereoregular polypropylene with from about 1% to about 25% of an elastomeric hydrocarbon polymer, conconsisting of alkylene, halogenated alkylene, arylene, aralkylene and alkarylene radicals.
  • Exemplary polysulfonazides are the alkyl sulfonazides such as 1,5-pentane bis(sulfonazide), 1,8-octane bis(sulfonazide), 1,10-decane bis(sulfonazide), 1,10-octadecane bis(sulfonazide), etc., the aryl bis(sulfonazides) such as 1,3-benzene bis(sulfonazide), 4,4-diphenyl methane bis(sulfonazide), l-octyl-2,4,6-benzene tris(sulfonazide), 4,4-diphenyl ether bis (sulfonazide 1,6-bis (4'-sulfonazidophenyl )hexane, 2, 7-naphthalene bis(sulfonazide), etc., and mixed sulfonazides of chlorin
  • the bridging reaction is carried out by heating the propylene polymer in the presence of the polysulfonazide to a temperature at which the sulfonazide decomposes, i.e., generally in the range of from about C. to about 250 C.
  • the amount of polysulfonazide used will be sufficient to yield a polymer containing from about 0.1 to about 0.8 mole equivalents per mole of polypropylene of sulfonamide bridges.
  • the criticality of the amount of polysulfonazide used is shown in the attached drawing. In the drawing, the mole equivalents per mole of polypropylene is plotted against melt flow.
  • the polysulfonazide bridging agent can be incorporated in the propylene polymer by a number of methods. For example, it can be uniformly blended by simply milling on a conventional rubber mill or dissolved in a solution or dispersion containing the polymer. By any of these methods, the bridging agent is distributed throughout the polymer and uniform bridging is eflfected when the mixture is heated.
  • the bridged propylene polymers of this invention can contain additives, as, for example, extenders, fillers, pigments, stabilizers, flame retardants, etc.
  • additives as, for example, extenders, fillers, pigments, stabilizers, flame retardants, etc.
  • a bridged propylene polymer containing an additive is not required or desired and excellent products are obtained which have nothing added to them except the bridging agent.
  • a mixed sulfonazide of a chlorinated alkyl hydrocarbon containing on an average 11 carbon atoms, 2 chlorine atoms and 2 sulfonazide groups per molecule was used as the bridging agent.
  • melt flow has been plotted as a function of concentration, using the figures of Table I, in the accomanying drawing. It will be noted from the drawing that there is a break point in the curve as the concentration of disulfonazide increases above 0.8 mole of disulfonazide per mole of polypropylene. This break point or inflection in the curve indicates a change from viscous fiow to elastic flow caused by a change in the molecular structure of the composition. Conclusive evidence of this change in structure is shown by the insolubility in perchlorethylene and rough extrusions of compositions containing 1.0 or more mole of disulfonazide per mole of polypropylene.
  • Examples 9-24 These examples illustrate the elfect of treating various samples of polypropylene with different polysulfonazides at concentrations within the range of this invention (even numbered examples) and at concentrations above the range of this invention.
  • the polysulfonazide was incorporated in the polypropylene and the resulting mixture milled and extruded as described in Examples 1-8.
  • the extrudates were examined for smoothness and tested for solubility in perchlorethylene at 110 C.
  • the specific polypropylene used, the specific polysufonazides used, and the moles of polysulfonazide per mole of polymer are tabulated in Table II.
  • Example 25 A sample of polypropylene having a molecular weight of 400,000 was wet with acetone containing 1,10-decane bis(sulfonazide) in an amount of 0.03 part of disulfonazide per 100 parts polypropylene according to the procedure of Examples 1-8. The acetone was then evaporated, the resulting powder milled and extruded as described in Examples 1-8. The extruded polymer was chopped into pellets and injection molded into sample bars and dumbbells using a small injection molding machine at a temperature of 220 C. and 800 p.s.i. pressure on the ram. A sample of the polypropylene was treated in exactly the same way except the disulfonazide was omitted. The sample bars and dumbbells of bridged and unbridged polypropylene were tested to determine their various physical properties. The results of these tests are tabulated below.
  • Example 26 A sample of polypropylene having a molecular weight of 350,000 was wet with acetone containing the mixed sulfonazide described in Examples l-8 in an amount sufficient to yield a composition containing 0.25 mole of the sulfonazide per mole of polypropylene. This mixture was worked up exactly as described in Examples 1-8 and then extruded as a film 0.0012" thick. A sample of the polypropylene was treated in exactly the same way except for the addition of the sulfonazide and the two films tested to determine their oxygen permeability. The film of bridged polypropylene was found to have an oxygen permeability of 196 cc./100 sq. in./ 24 hours/atmosphere/ mil at room temperature, as compared with a permeability of 248 cc./100 sq. in./ 24 hours/atmosphere/mil at room temperature for the unbridged polypropylene.
  • Example 27 A sample of polypropylene having a molecular weight of 400,000 was wet with acetone containing 1,10-decane bis-(sulfonazide) in an amount suflicient to yield a composition containing 0.03 part of disulfonazide per 100 parts of polypropylene according to the procedure of Examples 1-8.
  • the composition was worked up exactly as described in Examples 1-8, extruded and chopped into pellets.
  • the resulting pellets were extruded as parisons in a 1%" diameter extruder at a temperature of 200 C. and the resulting parisons blown into standard Boston round-type 4 oz. bottle molds.
  • Example 28 This example illustrates the effect of a disulfonazide on the crystallization of polypropylene.
  • a specimen of the bridged polypropylene described in Example 10 and an unbridged control were melted simultaneously at a temperature of 225 C.
  • Example 29 Specimens of the bridged polypropylene of Example 22 and a control of unbridged polypropylene were tested by dilferential thermal analysis (for a description of this test see Bacon Ke, Journal of Polymer Science, vol. 61, 47-59, 1962) to compare their behavior on cooling at a rate of 6.5 C. per minute from a temperature of 200 C. This analysis showed that initiation of crystallization of the bridged polypropylene occurred at 135 C., reached a maximum rate at 128 C. and an area under the peak exotherm of 0.09 sq. inch. The analysis of the unbridged polypropylene showed an initiation of crystallization at 125 C., a maximum rate of crystallization at 118 C. and an area under the peak exotherm of 019 sq. inch.
  • Example 30 This example illustrates the effect of a polysulfonazide on the properties of a polypropylene-polyisobutylene alloy.
  • Examples 31-34 These examples illustrate the reduction of sagging of hot polypropylene extrudates effected by difierent amounts of polysulfonazide.
  • the sulfonazide and 4,4-thiobis (3-methyl-6-tert-butylphenol) stabilizer was incorporated in the polypropylene and the resulting mixture milled and extruded exactly as described in Examples 1-8.
  • strands of exactly 9.25 inches in length had emerged from the extruder die, they were grasped by steel forceps with 0.25 inch blades at the face of the die and suspended vertically until cool. The percent of sag was calculated from the final length of the cool strand compared with the 9 inch strand as extruded.
  • the polypropylene used in these examples had a molecular weight of approximately 400,000 and the sulfonazide used was the mixed sulfonazide described in Examples l-8.
  • the moles of sulfonazide per mole of polymer and the percent sag are tabulated below.
  • Examples 35 and 36 These examples illustrate the eifect of polysulfonazide on the properties of polypropylene polyisobutylene alloys.
  • the polysulfonazide was incorporated in the polypropylene, the polyisobutylene added and the resulting mixture milled and extruded as described in Example 30.
  • the polysulfonazide was omitted.
  • the polypropylene used had a molecular weight of approximately 400,000 and the polyisobutylene a molecular weight of approximately 90,000.
  • the polysulfonazide employed was the mixed sulfonazide described in Examples 1-8.
  • Table HI The composition of the alloys, the moles of sulfonazide per mole of polypropylene and the resulting properties are tabulated in Table HI.
  • Examples 37 and 38 These examples illustrate the eflect of a polysulfonazide on the properties of an alloy of polypropylene (approximate molecular weight 400,000) and an ethylenepropylene-dicyclopentadiene terpolymer having a molecular weight of approximately 240,000 and the following composition:
  • Example 39 A sample of polypropylene having a molecular weight of approximately 400,000 was wet with acetone containing 1,10-decane bis(sulfonazide) in an amount sufficient to yield a composition containing 0.03 part of disulfonazide per 100 parts of polypropylene following the procedure of Examples 1-8.
  • the composition was worked up exactly as described in Examples 1-8, extruded and chopped into pellets.
  • the pellets were compression molded at a temperature of 215 C. for 12 minutes (7 minute preheat) under 800 p.s.i. pressure into a sheet 0.02 inch thick.
  • the resulting sheet was compared With a control sheet prepared exactly the same way except for the omission of the disulfonazide. Each sheet was held 1% inches above a page from the white section of a telephone book. The printing was quite clear and could be easily read through the bridged sheet, while it could not be read through the unbridged sheet.
  • a solid thermoplastic propylene polymer soluble in perchlorethylene at a temperature of 110 C., containing sulfonamide bridges having the structure where P is polypropylene and Z is an organic radical free of hindering groups, said polypropylene, before Ill bridging having a molecular weight of at least about 275,000 and said sulfonamide bridges comprising from about 0.02% to about 0.08% by weight of the bridged polymer.
  • composition of claim 1 wherein the propylene polymer is stereoregular polypropylene.
  • composition of claim 1 wherein the propylene polymer is an alloy of stereoregular polypropylene with from about 1% to 25% by weight of an elastomeric hydrocarbon polymer containing not more than about 5% by weight of unsaturation.
  • composition of claim 3 wherein the elastomeric hydrocarbon polymer is polyisobutylene.
  • composition of claim 3 wherein the elastomeric hydrocarbon polymer is an ethylene-propylene-dicyclopentadiene terpolymer.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
US316002A 1963-10-14 1963-10-14 Bridged polypropylene Expired - Lifetime US3336268A (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
US316002A US3336268A (en) 1963-10-14 1963-10-14 Bridged polypropylene
GB41421/64A GB1068057A (en) 1963-10-14 1964-10-09 Improvements in or relating to bridged polypropylene
FR45205A FR1415904A (fr) 1963-10-14 1964-10-12 Perfectionnements au polypropylène ponté
BE654332A BE654332A (enrdf_load_stackoverflow) 1963-10-14 1964-10-13
SE12300/64A SE324237B (enrdf_load_stackoverflow) 1963-10-14 1964-10-13
ES304882A ES304882A1 (es) 1963-10-14 1964-10-13 El procedimiento de preparar polímeros termoplásticos unidos entre sí
DE19641570732 DE1570732A1 (de) 1963-10-14 1964-10-13 Verkoppeltes Polypropylen
AT874164A AT262598B (de) 1963-10-14 1964-10-14 Verfahren zur Herstellung fester, vernetzter, thermoplastischer Polymere
CH1331764A CH432849A (fr) 1963-10-14 1964-10-14 Procédé de préparation de polymères thermo-plastiques pontés solides
NL6411938A NL6411938A (enrdf_load_stackoverflow) 1963-10-14 1964-10-14

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AT (1) AT262598B (enrdf_load_stackoverflow)
BE (1) BE654332A (enrdf_load_stackoverflow)
CH (1) CH432849A (enrdf_load_stackoverflow)
DE (1) DE1570732A1 (enrdf_load_stackoverflow)
ES (1) ES304882A1 (enrdf_load_stackoverflow)
FR (1) FR1415904A (enrdf_load_stackoverflow)
GB (1) GB1068057A (enrdf_load_stackoverflow)
NL (1) NL6411938A (enrdf_load_stackoverflow)
SE (1) SE324237B (enrdf_load_stackoverflow)

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5037895A (en) * 1988-08-04 1991-08-06 Phillips Petroleum Company Process for improving thermoplastic hydrocarbon polymers with polysulfonazide and free radical catalyst
WO1999010424A1 (en) * 1997-08-27 1999-03-04 The Dow Chemical Company In-situ rheology modification of polyolefins
US6054540A (en) * 1997-08-27 2000-04-25 The Dow Chemical Company Vinyl aromatic polymer coupling and foams
US6143829A (en) * 1997-08-27 2000-11-07 The Dow Chemical Company Process of rheology modification of polymers
WO2000078861A1 (en) * 1999-06-24 2000-12-28 The Dow Chemical Company Composition and films thereof
WO2001053078A1 (en) * 2000-01-24 2001-07-26 Dow Global Technologies Inc. Composition and films thereof
US6277916B1 (en) 1999-02-25 2001-08-21 The Dow Chemical Company Process for preparing thermoplastic vulcanizates
US6284842B1 (en) 1997-08-27 2001-09-04 The Dow Chemical Company Coupling of blends of α-olefin/vinyl aromatic monomer or hindered aliphatic vinyl monomer interpolymers with polyolefins
US6291618B1 (en) 1999-12-23 2001-09-18 The Dow Chemical Company Phosphazene azide coupling agents and their use in rheology modification of polymers
US6325956B2 (en) 1997-08-27 2001-12-04 The Dow Chemical Company Crosslinking of polymers and foams thereof
WO2001092403A3 (en) * 2000-05-26 2002-04-25 Dow Chemical Co Polyethylene rich/polypropylene blends and their uses
US6395791B1 (en) 1999-12-03 2002-05-28 The Dow Chemical Company Grafted thermoplastic compositions and fabricated articles therefrom
US6417242B1 (en) 2000-10-23 2002-07-09 Dow Global Technologies Inc. Propylene polymer foams
WO2000078858A3 (en) * 1999-06-24 2002-09-26 Dow Chemical Co Polyolefin composition with improved impact properties
US20030069362A1 (en) * 2001-10-01 2003-04-10 Ravi Ramanathan Blow moldable propylene polymer compositions
US20040014891A1 (en) * 2002-07-19 2004-01-22 Krabbenborg Franciscus J.T. Scratch and mar resistant propylene polymer composition
US6776924B2 (en) 2000-05-04 2004-08-17 Dow Global Technologies Inc. Molecular melt and methods for making and using the molecular melt
US6800669B2 (en) 2000-12-22 2004-10-05 Dow Global Technologies Inc. Propylene copolymer foams
US20050070673A1 (en) * 2001-10-01 2005-03-31 Novak Leo R. Thermoformable propylene polymer compositions
JP2006326410A (ja) * 2005-05-24 2006-12-07 Asahi Kasei Chemicals Corp 気体選択透過性膜
JP2006326409A (ja) * 2005-05-24 2006-12-07 Asahi Kasei Chemicals Corp 気体選択透過性素材
US20110178243A1 (en) * 2008-09-30 2011-07-21 Mcmichael James W Process for Attaching a Modifying Agent to a Substrate

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3058944A (en) * 1961-03-15 1962-10-16 Hercules Powder Co Ltd Cross-linking alpha-alkyl polymers with polysulfonazides and resulting product

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3058944A (en) * 1961-03-15 1962-10-16 Hercules Powder Co Ltd Cross-linking alpha-alkyl polymers with polysulfonazides and resulting product

Cited By (53)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5037895A (en) * 1988-08-04 1991-08-06 Phillips Petroleum Company Process for improving thermoplastic hydrocarbon polymers with polysulfonazide and free radical catalyst
AU747212B2 (en) * 1997-08-27 2002-05-09 Dow Chemical Company, The Coupling of blends of alpha-olefin/vinyl aromatic monomer or hindered aliphatic vinyl monomer interpolymers with polyolefins
AU749791B2 (en) * 1997-08-27 2002-07-04 Dow Chemical Company, The In-situ rheology modification of polyolefins
US6117918A (en) * 1997-08-27 2000-09-12 The Dow Chemical Company Vinyl aromatic polymer coupling and foams
US6143829A (en) * 1997-08-27 2000-11-07 The Dow Chemical Company Process of rheology modification of polymers
US6528136B1 (en) 1997-08-27 2003-03-04 Dow Global Technologies Inc. Rheology modification of polymers prepared using metallocenes
US6211302B1 (en) 1997-08-27 2001-04-03 The Dow Chemical Company Rheology modification of interpolymers of alpha-olefins and vinylidene aromatic monomers
US6521306B1 (en) 1997-08-27 2003-02-18 Dow Global Technologies Inc. Rheology modification of low density polyethylene
US6325956B2 (en) 1997-08-27 2001-12-04 The Dow Chemical Company Crosslinking of polymers and foams thereof
US6284842B1 (en) 1997-08-27 2001-09-04 The Dow Chemical Company Coupling of blends of α-olefin/vinyl aromatic monomer or hindered aliphatic vinyl monomer interpolymers with polyolefins
US6376623B1 (en) 1997-08-27 2002-04-23 The Dow Chemical Company Rheology modification of elastomers
US6054540A (en) * 1997-08-27 2000-04-25 The Dow Chemical Company Vinyl aromatic polymer coupling and foams
US6359073B1 (en) 1997-08-27 2002-03-19 The Dow Chemical Company Process of rheology modification of polymers
US6777502B2 (en) 1997-08-27 2004-08-17 Dow Global Technologies Inc. Rheology modification of polymers prepared using metallocenes
EP1007589B1 (en) * 1997-08-27 2003-10-01 The Dow Chemical Company Coupling of blends of alpha-olefin/vinyl aromatic monomer or hindered aliphatic vinyl monomer interpolymers with polyolefins
US6552129B2 (en) 1997-08-27 2003-04-22 Dow Global Technologies Inc. Process of rheology modification of polymers
WO1999010424A1 (en) * 1997-08-27 1999-03-04 The Dow Chemical Company In-situ rheology modification of polyolefins
US6277916B1 (en) 1999-02-25 2001-08-21 The Dow Chemical Company Process for preparing thermoplastic vulcanizates
US20030092840A1 (en) * 1999-06-24 2003-05-15 Patricia Ansems Polyolefin composition with improved impact properties
WO2000078858A3 (en) * 1999-06-24 2002-09-26 Dow Chemical Co Polyolefin composition with improved impact properties
US6472473B1 (en) 1999-06-24 2002-10-29 Dow Global Technology Inc. Polyolefin composition with improved impact properties
US6841620B2 (en) 1999-06-24 2005-01-11 Dow Global Technologies Inc. Polyolefin composition with improved impact properties
WO2000078861A1 (en) * 1999-06-24 2000-12-28 The Dow Chemical Company Composition and films thereof
US6583188B2 (en) 1999-12-03 2003-06-24 The Dow Chemical Company Grafted thermoplastic compositions and fabricated articles therefrom
US6395791B1 (en) 1999-12-03 2002-05-28 The Dow Chemical Company Grafted thermoplastic compositions and fabricated articles therefrom
US6583222B1 (en) 1999-12-03 2003-06-24 The Dow Chemical Company Grafted thermoplastic compositions and fabricated articles therefrom
US6291618B1 (en) 1999-12-23 2001-09-18 The Dow Chemical Company Phosphazene azide coupling agents and their use in rheology modification of polymers
WO2001053078A1 (en) * 2000-01-24 2001-07-26 Dow Global Technologies Inc. Composition and films thereof
US6593005B2 (en) 2000-01-24 2003-07-15 Dow Global Technologies Inc. Composition and films thereof
US7326361B2 (en) 2000-05-04 2008-02-05 Dow Global Technologies, Inc. Molecular melt and methods for making and using the molecular melt
US7399808B2 (en) 2000-05-04 2008-07-15 Dow Global Technologies Inc. Molecular melt and methods for making and using the molecular melt
US20080021137A1 (en) * 2000-05-04 2008-01-24 Dow Global Technologies, Inc. Molecular melt and methods for making and using the molecular melt
US6776924B2 (en) 2000-05-04 2004-08-17 Dow Global Technologies Inc. Molecular melt and methods for making and using the molecular melt
US20040181012A1 (en) * 2000-05-04 2004-09-16 Walters Marlin E. Molecular melt and methods for making and using the molecular melt
US20070125980A1 (en) * 2000-05-04 2007-06-07 Walters Marlin E Molecular melt and methods for making and using the molecular melt
US7141182B2 (en) 2000-05-04 2006-11-28 Dow Global Technologies Inc. Molecular melt and methods for making and using the molecular melt
US20030216518A1 (en) * 2000-05-26 2003-11-20 Li-Min Tau Polyethylene rich/polypropylene blends and their uses
US6939919B2 (en) 2000-05-26 2005-09-06 Dow Global Technologies Inc. Polyethylene rich/polypropylene blends and their uses
WO2001092403A3 (en) * 2000-05-26 2002-04-25 Dow Chemical Co Polyethylene rich/polypropylene blends and their uses
KR100745227B1 (ko) * 2000-05-26 2007-08-01 다우 글로벌 테크놀로지스 인크. 폴리에틸렌 풍부/폴리프로필렌 블렌드 및 그의 용도
US6417242B1 (en) 2000-10-23 2002-07-09 Dow Global Technologies Inc. Propylene polymer foams
US6800669B2 (en) 2000-12-22 2004-10-05 Dow Global Technologies Inc. Propylene copolymer foams
US20050070673A1 (en) * 2001-10-01 2005-03-31 Novak Leo R. Thermoformable propylene polymer compositions
US20030069362A1 (en) * 2001-10-01 2003-04-10 Ravi Ramanathan Blow moldable propylene polymer compositions
US6784252B2 (en) 2001-10-01 2004-08-31 Dow Global Technologies Inc. Blow moldable propylene polymer compositions
US20070278717A1 (en) * 2001-10-01 2007-12-06 Novak Leo R Thermoformable propylene polymer compositions
US6734253B2 (en) 2002-07-19 2004-05-11 Dow Global Technologies, Inc. Scratch and mar resistant propylene polymer composition
WO2004009657A1 (en) * 2002-07-19 2004-01-29 Dow Global Technologies Inc. Scratch and mar resistant propylene polymer composition
US20040014891A1 (en) * 2002-07-19 2004-01-22 Krabbenborg Franciscus J.T. Scratch and mar resistant propylene polymer composition
JP2006326410A (ja) * 2005-05-24 2006-12-07 Asahi Kasei Chemicals Corp 気体選択透過性膜
JP2006326409A (ja) * 2005-05-24 2006-12-07 Asahi Kasei Chemicals Corp 気体選択透過性素材
US20110178243A1 (en) * 2008-09-30 2011-07-21 Mcmichael James W Process for Attaching a Modifying Agent to a Substrate
US8975341B2 (en) * 2008-09-30 2015-03-10 Dow Global Technologies Llc Process for attaching a modifying agent to a substrate

Also Published As

Publication number Publication date
ES304882A1 (es) 1964-11-16
SE324237B (enrdf_load_stackoverflow) 1970-05-25
NL6411938A (enrdf_load_stackoverflow) 1965-04-15
CH432849A (fr) 1967-03-31
AT262598B (de) 1968-06-25
GB1068057A (en) 1967-05-10
BE654332A (enrdf_load_stackoverflow) 1965-04-13
DE1570732A1 (de) 1970-03-05
FR1415904A (fr) 1965-10-29

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